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SML3011

Sigma-Aldrich

MG149

≥98% (HPLC)

Synonym(s):

2-(4-Heptylphenethyl)-6-hydroxybenzoic acid, 2-[2-(4-Heptylphenyl)ethyl]-6-hydroxybenzoic acid, MG 149

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About This Item

Empirical Formula (Hill Notation):
C22H28O3
CAS Number:
1243583-85-8
Molecular Weight:
340.46
MDL number:
MFCD22123243
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC1=C(C(CCC2=CC=C(C=C2)CCCCCCC)=CC=C1)C(O)=O

InChI

1S/C22H28O3/c1-2-3-4-5-6-8-17-11-13-18(14-12-17)15-16-19-9-7-10-20(23)21(19)22(24)25/h7,9-14,23H,2-6,8,15-16H2,1H3,(H,24,25)

InChI key

WBHQYBZRTAEHRR-UHFFFAOYSA-N

Biochem/physiol Actions

MG149 is cell-permeable anacardic acid analog that displays higher selectivity towards MYST type HATs (IC50 = 47 and 74 μM against MOF and Tip60; Ki for KAT8 = 39 μM) over p300 and PCAF (IC50 > 200 and >> 200 uM). Tip60 inhibition is shown to be Ac-CoA competitive and histone substrate non-competitive and KAT8 inhibition is Ac-CoA uncompetitive. MG149 treatment lowers histone acetylation levels and cellular proliferation rate, induces apoptosis and dose-dependently alters pro-inflammatory cytokines/chemokines expression. Enhances JQ1-induced HIV latency reversal, suppresses NOX transcription and ameliorates ROS levels.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Liming Yu et al.
Circulation, 138(24), 2820-2836 (2018-07-19)
Excessive accumulation of reactive oxygen species (ROS), catalyzed by the NADPH oxidases (NOX), is involved in the pathogenesis of ischemia-reperfusion (IR) injury. The underlying epigenetic mechanism remains elusive. We evaluated the potential role of megakaryocytic leukemia 1 (MKL1), as a
Thea van den Bosch et al.
Pulmonary pharmacology & therapeutics, 44, 88-95 (2017-03-23)
Lysine acetylations are post-translational modifications of cellular proteins, that are crucial in the regulation of many cellular processes. Lysine acetylations on histone proteins are part of the epigenetic code regulating gene expression and are installed by histone acetyltransferases. Observations that
Massimo Ghizzoni et al.
European journal of medicinal chemistry, 47(1), 337-344 (2011-11-22)
Histone acetyltransferases are important enzymes that regulate various cellular functions, such as epigenetic control of DNA transcription. Development of HAT inhibitors with high selectivity and potency will provide powerful mechanistic tools for the elucidation of the biological functions of HATs

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